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Diastereoselective alkylation of 3-acylimidazolidin-2-ones: synthesis of (R)- and (S)-lavandulol

✍ Scribed by Cardillo, Giuliana; D'Amico, Anna; Orena, Mario; Sandri, Sergio


Book ID
127394635
Publisher
American Chemical Society
Year
1988
Tongue
English
Weight
422 KB
Volume
53
Category
Article
ISSN
0022-3263

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Diastereoselective synthesis of 3,6-disu
✍ Thomas F. Anderson; Julian G. Knight; Kirill Tchabanenko πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 French βš– 162 KB

In a short sequence, 5-vinyloxazolidin-2-ones were converted into the 3,6-disubstituted 3,6-dihydropyridin-2-ones via Pd-catalysed carbonylation and enolate alkylation with high diastereoselectivity. Alkylation of 6-substituted N-methylpyridin-2ones gives stereoselectively the 3,6-anti diastereoisom